The 10 best cottages in Siesta Key, US

Cottages for every style

Find the right cottage for you in Siesta Key

The best cottages in Siesta Key

Check out our selection of great cottages in Siesta Key

Show hotels on map

Filter by:

Review score

Beautiful property on Siesta Key

Siesta Key

Providing an outdoor swimming pool, Beautiful property on Siesta Key features accommodations in Siesta Key. This villa provides air-conditioned accommodations with a patio.

Jacki

From

United States

Beautiful property. It had everything needed for a wonderful stay.

Scored out of 10, guest rating 8.2

Very Good - What previous guests thought, 56 reviews

Price from

$200

1 night, 2 adults

Check availability

Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi

Sarasota (Near Siesta Key)

Ben's Bungalow - 8min to Siesta Key - Gigabit Wifi is located in Sarasota, just 10 miles from The John and Mable Ringling Museum of Art and 11 miles from Sarasota International Convention Center.

Levchenko

From

United States

Very nice, clean. Great location. Lots of grocery stores around. About 10 minutes to Siesta Key Beach. Nice neighborhood.

Scored out of 10, guest rating 10

Exceptional - What previous guests thought, 7 reviews

Price from

$193.20

1 night, 2 adults

Check availability

Poolside Paradise Near Siesta Key Beach

Sarasota (Near Siesta Key)

Poolside Paradise Near Siesta Key Beach is located in Sarasota, just 13 miles from Sarasota International Convention Center and 8.3 miles from Marina Jack Restaurant And Marina.

Saralee

From

United States

Perfect home for us during our vacation. Beds are comfy, everything you could need in the kitchen, pool felt great, kids love ping pong, love the decor and overall feel of the home. Location was convenient for beach days, shopping and any meals out. We really loved our stay!!

Scored out of 10, guest rating 9.4

Wonderful - What previous guests thought, 5 reviews

Price from

$392.32

1 night, 2 adults

Check availability

2bed/2bath Condo next to Siesta Key ~A Hidden Gem

Sarasota (Near Siesta Key)

2bed/2bath Condo next to Siesta Key ~A Hidden Gem offers accommodations in Sarasota, a 19-minute walk from Crescent Beach and 10 miles from The John and Mable Ringling Museum of Art.

Bob

From

United States

Of the best outfitted condos I have ever stayed at. Had everything I needed, and even had a 'happy cabinet' above the stove. Very easy 5 minute walk to the main strip. I also Loved the bikes. I rode the larger bike around town and to the beach and very much appreciated having it there for my use!(tire pump was in kitchen closet). Great place to stay in Siesta Key!

Scored out of 10, guest rating 9.3

Wonderful - What previous guests thought, 29 reviews

Price from

$148.50

1 night, 2 adults

Check availability

House by Siesta Key

Sarasota (Near Siesta Key)

House by Siesta Key offers accommodations in Sarasota, 11 miles from The John and Mable Ringling Museum of Art and 7.1 miles from Sarasota Opera.

Tina

From

United States

The feel of being home. Clean and beautiful yet comfy and realistic

Scored out of 10, guest rating 9.2

Wonderful - What previous guests thought, 8 reviews

Price from

$105.30

1 night, 2 adults

Check availability

Pool Home on Gulf Gate 5min away from Siesta Key

Sarasota (Near Siesta Key)

Offering a garden, Pool Home on Gulf Gate 5min away from Siesta Key provides accommodations in Sarasota. This property offers a private pool, free Wifi, and free private parking.

Scored out of 10, guest rating 9.4

Wonderful - What previous guests thought, 6 reviews

Price from

$3,000

1 night, 2 adults

Check availability

Siesta Key Beachside Villas

Sarasota (Near Siesta Key)

Siesta Key Beachside Villas is located in the heart of Siesta Key. It features an outdoor pool and free WiFi. Beach access is a 2 minutes' walk from the property.

Doreen

From

Canada

Location, location, location, plus it’s quiet atmosphere and it has everything we needed and staff are amazing.

Scored out of 10, guest rating 8.7

Excellent - What previous guests thought, 395 reviews

Price from

$232.30

1 night, 2 adults

Check availability

Siesta Key Beach Resort and Suites

Sarasota (Near Siesta Key)

Located just 1 minutes’ walk from the beach, this Siesta Key resort features a swimming pool. Guests can also enjoy access to free WiFi in common areas.

Brady

From

Canada

Awesome staff, great location and fantastic pool kids loved it!

Scored out of 10, guest rating 8.4

Very Good - What previous guests thought, 667 reviews

Price from

$286.25

1 night, 2 adults

Check availability

Sarasota Updated pool home, Near Siesta Key

Sarasota (Near Siesta Key)

Sarasota Updated pool home, Near Siesta Key is located in Sarasota, just 10 miles from John and Mable Ringling Museum of Art and 10 miles from The John and Mable Ringling Museum of Art.

Dona

From

United States

We loved that there was enough room for all of us. The decor was very nice.

Scored out of 10, guest rating 8.9

Excellent - What previous guests thought, 10 reviews

Price from

$514.80

1 night, 2 adults

Check availability

Walk To Siesta Beach, Restaurants, Shopping & More!

Sarasota (Near Siesta Key)

Walk To Siesta Beach, Restaurants, Shopping & More! offers accommodations in Sarasota, 6.7 miles from Marina Jack Restaurant And Marina and 7.6 miles from Sarasota County Visitor Information Center...

Delcie

From

United States

The loft was cute and perfect for Mom and Daughter Vaca. Close enough to Siesta Key that we enjoyed the Beach and Village..We were close enough to walk over the bridge and go to Cresent Beach (The water was beautiful) but we drove into Siesta Key..Was a little further than we wanted to walk.. Only reason I didn't give highest rating on staff is due to when I messaged you that we were close to being out of toiletries.. and you said the staff team would bring some by..And they never brought any by..We went out and bought the toiletries that we needed..I know alot of places don't provide toiletries anymore after initial amt. But you offered to have staff come by..and they didnt.. I do recommend the Loft and will stay there again.. also the beds were soooo comfortable!! Slept like a baby.. The only thing i would suggest is either a full length mirror and or a mirror in the Living area..Thank you so much for renting your place to us!!!

Scored out of 10, guest rating 6.2

Pleasant - What previous guests thought, 13 reviews

Price from

$103.24

1 night, 2 adults

Check availability

All cottages in Siesta Key

Looking for a cottage?

Cottages are perfect for travelers who enjoy feeling cozy and independent in the countryside. Usually small, traditionally built houses, cottages are spread across one or two floors – making them great for families or vacations with a little more privacy.

Search cottages in Siesta Key

Most booked cottages in Siesta Key and surrounding area in the past month

See all